133129-56-3Relevant articles and documents
Studies toward the total synthesis of popolohuanone E: enantioselective synthesis of 8-O-methylpopolohuanone E.
Katoh,Nakatani,Shikita,Sampe,Ishiwata,Ohmori,Nakamura,Terashima
, p. 2701 - 2704 (2001)
[structure: see text]. 8-O-methylpopolohuanone E (2) was synthesized in a highly convergent manner starting from the cis-fused decalin derivative accessible from the (-)-Wieland-Miescher ketone analogue. The synthetic method features a biogenetic-type annulation of the phenolic and quinone segments to regioselectively construct the central tricyclic ring system as the key step.
Construction of BCDEF Core of Andilesin C
Zhu, Guili,Zhou, Chengying,Chen, Song,Fu, Shaomin,Liu, Bo
, p. 7809 - 7812 (2019)
A synthetic study toward the BCDEF core skeleton of andilesin C is presented. Key elements involved iron-promoted intramolecular perezone-type [5 + 2] cycloaddition to install the BCD ring system simultaneously in a one-step, copper-catalyzed intramolecul
Design, synthesis, and evaluation of A-ring-modified lamellarin N analogues as noncovalent inhibitors of the EGFR T790M/L858R mutant
Fukuda, Tsutomu,Umeki, Teppei,Tokushima, Keiji,Xiang, Gao,Yoshida, Yuki,Ishibashi, Fumito,Oku, Yusuke,Nishiya, Naoyuki,Uehara, Yoshimasa,Iwao, Masatomo
supporting information, p. 6563 - 6580 (2017/11/17)
A series of A-ring-modified lamellarin N analogues were designed, synthesized, and evaluated as potential noncovalent inhibitors of the EGFR T790M/L858R mutant, a causal factor in the drug-resistant non-small cell lung cancer. Several water-soluble ammonium- or guanidinium-tethered analogues exhibited good kinase inhibitory activities. The most promising analogue, 14f, displayed an excellent inhibitory profile against the T790M/L858R mutant [IC50 (WT) = 31.8 nM; IC50 (T790M/L858R) = 8.9 nM]. The effects of A-ring-substituents on activity were rationalized by docking studies.
InCl3-mediated intramolecular Friedel-Crafts-type cyclization and its application to construct the [6-7-5-6] tetracyclic scaffold of liphagal
Jiang, Hao,Tian, Lufeng,Li, Zhentao,Liu, Qi,Li, Chuangchuang,Yao, Xinsheng,Yang, Zhen
experimental part, p. 36 - 42 (2012/03/22)
A unified strategy toward the construction of the [5.7.6]tricyclic skeleton of liphagal is reported, featuring InCl3-mediated intramolecular Friedel-Crafts-type cyclization.
Chemistry of renieramycins. Part 12: An improved total synthesis of (±)-renieramycin G
Yokoya, Masashi,Shinada-Fujino, Kimiko,Yoshida, Saiko,Mimura, Masahiro,Takada, Hiroki,Saito, Naoki
experimental part, p. 4166 - 4181 (2012/07/28)
An improved total synthesis of (±)-renieramycin G (1g) from readily available 2-hydroxy-3-methyl-4,5-dimethoxybenzaldehyde (7) in 21 steps (6.3% overall yield) is described. The synthesis features the concise construction of a pentacyclic framework using the stereoselective Pictet-Spengler type cyclization reaction of lactam (25) with ethyl diethoxyacetate, followed by the base-catalyzed epimerization of the C-1 stereo center of aldehyde (30a). The results of cytotoxicity studies are also presented.
PYRIDINYL- AND PYRAZINYL -METHYLOXY - ARYL DERIVATIVES USEFUL AS INHIBITORS OF SPLEEN TYROSINE KINASE (SYK)
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Page/Page column 46, (2012/10/07)
A compound of formula (I) or a salt thereof; which is an inhibitor of spleen tyrosine kinase (SYK) and therefore potentially of use in treating diseases resulting from inappropriate activation of mast cells, macrophages, and B-cells and related inflammato
NOVEL COMPOUNDS
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Page/Page column 22, (2012/09/22)
A compound of formula (I): or a salt thereof; which is an inhibitor of spleen tyrosine kinase (SYK) and therefore potentially of use in treating diseases resulting from inappropriate activation of mast cells, macrophages, and B-cells and related inflammat
Sporolide B: Synthetic studies
Gladding, Jeffery A.,Bacci, James P.,Shaw, Scott A.,Smith III, Amos B.
scheme or table, p. 6697 - 6706 (2011/10/01)
Studies directed toward the synthesis of the architecturally complex marine natural product sporolide B are described. Synthetic analysis suggested advanced hydroquinone and benzodiquinane fragments, which upon elaboration were successfully united via an
Total synthesis of lespedezavirgatol
Qi, Jinping,Deng, Hongzhu,Cao, Derong
experimental part, p. 2547 - 2550 (2011/10/05)
Lespedezavirgatol, a novel 2-phenylbenzofuran compound which was isolated from Lespedeza virgata, was firstly synthesized from pyrogallic acid and 3,4-dimethoxyphenol as starting materials with 8 steps. The key steps for the total synthesis were the selective iodination at 3-position of 1,2-dimethoxy-4-methoxymethoxybenzene and the Sonogashira cross-coupling reaction between 4-iodo-2-methoxybenzene-1,3-diol and 2-ethynyl-3,4-dimethoxy-1- (methoxy-methoxy)-benzene.
Synthesis of various model compounds for the central tricyclic ring system of popolophuanone E
Ueki, Yasuyuki,Itoh, Masanori,Katoh, Tadashi,Terashima, Shiro
, p. 5719 - 5722 (2007/10/03)
An efficient synthesis of various model compounds 4a-e for the tricyclic core of popolophuanone E (1), a novel marine natural product, was accomplished; the method features highly regioselective annulation of the phenols 5a-e with the 2,3-dichloro-1,4-benzoquinones 7, 7c-e. Preliminary studies definitely demonstrated the feasibility of our designed synthetic strategy for 1 (the phenolic subunit I + the quinone subunit II → 1).